HCID 19744891, compound → HCID 14368076, compound

HRID 2254236Notes

Reaction equation

HRID 2254236 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[C:6]([C:11](=[O:28])[CH2:12][CH2:13][C:14]2[CH:19]=[C:18]([O:20][CH3:21])[C:17]([O:22]COC)=[C:16]([O:26][CH3:27])[CH:15]=2)=[C:5]([O:29][CH2:30][C:31]([O:33][CH3:34])=[O:32])[C:4]=1[CH2:35][CH2:36][CH:37]([CH3:39])[CH3:38].Cl.CO>CO>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[C:6]([C:11](=[O:28])[CH2:12][CH2:13][C:14]2[CH:15]=[C:16]([O:26][CH3:27])[C:17]([OH:22])=[C:18]([O:20][CH3:21])[CH:19]=2)=[C:5]([O:29][CH2:30][C:31]([O:33][CH3:34])=[O:32])[C:4]=1[CH2:35][CH2:36][CH:37]([CH3:39])[CH3:38]

Participants

4

Reactant 2

HCID 19744891HCID 19744891, compoundHCID 21893726Hydrochloride methanol

Product 1

HCID 14368076HCID 14368076, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Then, 2.8 g of 1-(4,6-dimethoxy-2-methoxycarbonylmethoxy- 3-isopentylphenyl)-3-(3,5-dimethoxy-4-methoxymethoxyphenyl)-1-propanone was dissolved in 4 ml of methanol, and 4 ml of hydrochloric acid/methanol was added to the solution and the mixture was heated and refluxed for 10 minutes After the reaction, the solvent was removed from the reaction mixture by distillation, and the obtained solid was dissolved in a small amount of ethyl acetate and crystallized from diethyl ether/hexane to obtain 1.9 g (yield=75%) of 1-(4,6-dimethoxy-2-methoxycarbonylmethoxy-3-isopentylphenyl)-3-(4-hydroxy-3,5-dimethoxyphenyl)-1-propanone in the form of a cotton-like crystal.

Workup

  1. temperaturethe mixture was heated
  2. temperaturerefluxed for 10 minutes
  3. customAfter the reaction
  4. customthe solvent was removed from the reaction mixture by distillation
  5. dissolutionthe obtained solid was dissolved in a small amount of ethyl acetate
  6. customcrystallized from diethyl ether/hexane

Sources & evidence

ORD record
ord-cc3af033aeb5448f9688db0af5030b0b
Source dataset
uspto-grants-1993_08
Patent number
US05234951

Reaction notes

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